反应详情

Dissolve 5-[2-(5-Chloro-2-methoxy-phenyl)-2-oxo-ethylcarbamoyl]-pentanoic acid methyl ester (9.39 g, 27.47 mmol) and 4-(dimethylamino)pyridine (6.54 g, 53.53 mmol) in 250 mL of CH2Cl2 and cool the reaction mixture in an ice bath. Add triphenylphosphinedibromide (22.54 g, 53.40 mmol) to the reaction portionwise over 15 minutes. Raise the reaction to ambient temperature and allow it to stir for 17 hours. Wash the reaction with water (1×) and brine (2×). Dry the organic layers with MgSO4. Filter off the drying agent and concentrate in vacuo to afford a crude residue. Purify the residue using silica gel chromatography eluting with hexanes/ethyl acetate mixtures to afford 4.38 g of the titled product (49%): mass spectrum: m/z=324.1 (M+H).

1. temperaturecool the reaction mixture in an ice bath
2. additionAdd triphenylphosphinedibromide (22.54 g, 53.40 mmol)
3. customto the reaction portionwise over 15 minutes
4. temperatureRaise
5. customthe reaction to ambient temperature
6. washWash
7. customthe reaction with water (1×) and brine (2×)
8. dry with materialDry the organic layers with MgSO4
9. filtrationFilter off the drying agent
10. concentrationconcentrate in vacuo
11. customto afford a crude residue
12. customPurify the residue
13. washeluting with hexanes/ethyl acetate